6-[N-(4-(Aminomethyl)Phenyl)Carbamyl]-2-Naphthalenecarboxamidine

Identification

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Name
6-[N-(4-(Aminomethyl)Phenyl)Carbamyl]-2-Naphthalenecarboxamidine
Accession Number
DB02398  (EXPT00091)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 318.3724
Monoisotopic: 318.148061218
Chemical Formula
C19H18N4O
InChI Key
NLBDETRVUYOIHQ-UHFFFAOYSA-N
InChI
InChI=1S/C19H18N4O/c20-11-12-1-7-17(8-2-12)23-19(24)16-6-4-13-9-15(18(21)22)5-3-14(13)10-16/h1-10H,11,20H2,(H3,21,22)(H,23,24)
IUPAC Name
N-[4-(aminomethyl)phenyl]-6-carbamimidoylnaphthalene-2-carboxamide
SMILES
NCC1=CC=C(NC(=O)C2=CC=C3C=C(C=CC3=C2)C(N)=N)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UUrokinase-type plasminogen activatorNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
447733
PubChem Substance
46508312
ChemSpider
394746
BindingDB
50138662
ChEMBL
CHEMBL324168
HET
239
PDB Entries
1owh / 4fuc

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0135 mg/mLALOGPS
logP1.67ALOGPS
logP1.75ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)12.05ChemAxon
pKa (Strongest Basic)11.21ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area104.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity108.19 m3·mol-1ChemAxon
Polarizability36.1 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9716
Blood Brain Barrier+0.9919
Caco-2 permeable-0.582
P-glycoprotein substrateNon-substrate0.6189
P-glycoprotein inhibitor INon-inhibitor0.9131
P-glycoprotein inhibitor IIInhibitor0.539
Renal organic cation transporterNon-inhibitor0.6831
CYP450 2C9 substrateNon-substrate0.7505
CYP450 2D6 substrateNon-substrate0.7327
CYP450 3A4 substrateNon-substrate0.6789
CYP450 1A2 substrateInhibitor0.8047
CYP450 2C9 inhibitorNon-inhibitor0.6942
CYP450 2D6 inhibitorNon-inhibitor0.6462
CYP450 2C19 inhibitorNon-inhibitor0.5788
CYP450 3A4 inhibitorNon-inhibitor0.8084
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5402
Ames testAMES toxic0.525
CarcinogenicityNon-carcinogens0.6336
BiodegradationNot ready biodegradable0.9701
Rat acute toxicity2.6454 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9901
hERG inhibition (predictor II)Non-inhibitor0.8204
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as naphthalene-2-carboxanilides. These are naphthalene-2-carboxamides, where the carboxamide group is substituted with an aniline.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalenecarboxylic acids and derivatives
Direct Parent
Naphthalene-2-carboxanilides
Alternative Parents
Aromatic anilides / Phenylmethylamines / Benzylamines / Aralkylamines / Secondary carboxylic acid amides / Amino acids and derivatives / Carboximidamides / Carboxamidines / Organopnictogen compounds / Organooxygen compounds
show 3 more
Substituents
Naphthalene-2-carboxanilide / Aromatic anilide / Benzylamine / Phenylmethylamine / Aralkylamine / Monocyclic benzene moiety / Amino acid or derivatives / Carboxamide group / Secondary carboxylic acid amide / Amidine
show 14 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Specifically cleaves the zymogen plasminogen to form the active enzyme plasmin.
Gene Name
PLAU
Uniprot ID
P00749
Uniprot Name
Urokinase-type plasminogen activator
Molecular Weight
48507.09 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:34